Saint Michaels Homes under $400,000

Saint Michaels Homes under $400,000

Welcome to Saint Michaels, Maryland – a charming waterfront town nestled in Talbot County, known for its rich maritime heritage and picturesque scenery. Situated on the eastern shore of the Chesapeake Bay, Saint Michaels offers residents a unique blend of small-town charm and vibrant community spirit, making it the perfect place to call home.

As you stroll through the quaint streets lined with historic homes, boutique shops, and delightful eateries, you’ll quickly fall in love with the town’s idyllic atmosphere. Whether you’re enjoying a leisurely afternoon at the local marina or soaking up the sun at one of the nearby beaches, Saint Michaels provides ample opportunities for outdoor adventures and relaxation.

For those looking to settle down in this enchanting town, there are a variety of homes available under $400,000. These properties offer an excellent opportunity for first-time buyers, retirees, or anyone seeking a peaceful retreat. From cozy cottages with charming gardens to modern townhomes with easy access to local amenities, Saint Michaels has something for everyone.

The affordable housing market, combined with the town’s picturesque surroundings and friendly community, makes this area a hidden gem for prospective homeowners. With its stunning waterfront views and vibrant local culture, Saint Michaels is not just a place to live; it’s a lifestyle. Experience the warmth and charm of this beautiful town, where your dream home awaits!

Newest Saint Michaels Homes under $400,000

24580 Deepwater Point Dr Unit 3, Saint Michaels
$398,000
2 Beds ⋅ 2 Baths
Nestled in the serene enclave of Gull Wing Villas, this exquisite bungalow-style townhouse offers a harmonious blend of comfort and relaxation. Step inside to discover an inviting open floor plan that seamlessly combines the dining and living areas, perfect for both relaxation and entertaining. The warmth of wood floors and the charm of a brick gas fireplace create an ambiance that feels like home. This residence features two spacious bedrooms, including a primary suite with a luxurious walk-in shower and ample closet space. Recessed lighting and ceiling fans enhance the inviting atmosphere, while the eat-in kitchen beckons culinary creativity. An attic provides additional storage, ensuring that every inch of this home is utilized efficiently. Outside, indulge in the exclusive lifestyle that comes with private for residents only access to the Miles River. Enjoy leisurely afternoons at the waterfront park or embark on adventures with your canoe or kayak, enjoy the picnic area to end the day, foster a sense of connection with neighbors while maintaining your privacy. With two dedicated parking spaces and a well-maintained environment, this property is not just a home; it's a lifestyle choice. Experience the tranquility of this golf community living while enjoying the conveniences of one story living amenities. Embrace the opportunity to make this comfortable retreat your own.

24580 Deepwater Point Dr Unit 3, Saint Michaels

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

24700 Deepwater Pt Unit 20, Saint Michaels
$385,000
2 Beds ⋅ 3 Baths
Whether you are looking for a full-time residence, weekend retreat, or investment property, this unit is truly move-in ready. Situated in Martingham community just minutes from St. Michaels, shops, restaurants and surrounded by the Links at Perry Cabin golf course, this beautifully updated 2-bedroom, 2.5 bath townhome has been thoughtfully renovated with an emphasis on quality craftsmanship, energy efficiency, and long-term durability. The redesigned open floor plan creates a seamless flow throughout the main living areas, complemented by updated cabinetry, granite countertops, and stainless steel appliances in the kitchen. All three bathrooms have been refreshed with new vanities, fixtures, and finishes, offering a clean and modern feel throughout the home. Beyond the cosmetic updates, extensive infrastructure improvements provide peace of mind, including a newer HVAC, upgraded electrical panel, full outlet and switch replacement and enhanced attic efficiency with resealing and R49 insulation installation. Interior finishes have been completely reimagined and updated throughout, including new luxury vinyl plank flooring on the upper level and premium Mohawk carpeting with upgraded padding in the lower bedrooms and on the stairwell (2024). Fresh interior paint throughout the home, along with meticulous restoration of original doors - stripped, primed, and repainted with all new hardware installed in 2024 - add to the home's character and detail. Additionally, the deck was also recently primed and painted. Additional improvements include a new washer and dryer (2024), new sliding glass doors in the bedrooms, and a 60-inch Hunter ceiling fan in the great room. A stand out feature of this unit is the expanded floor plan, offering a more open, functional, and spacious living area not commonly found in similar units. The HOA recently completed significant improvements, including a new roof, decking replacements, and new gutters in 2025. Completely turnkey and thoughtfully upgraded make this property ideal as a full-time residence, weekend retreat or investment property. Come and enjoy the St. Michaels lifestyle today.

24700 Deepwater Pt Unit 20, Saint Michaels

Listing courtesy of TTR Sotheby's International Realty. Contact:

no property photo
$368,500
2 Beds ⋅ 2 Baths
Charming one-story Cottage located in Martingham at Gull Wing Villas. Pull up to your own slice of heaven, adorned with a white picket fence, enter into the custom painted Benjamin Moore Blueberry front door, slat foyer and large family room with large sliders overlooking the links at Perry Cabin. Beautiful landscaping with large flowering Cherry Blossom tree just outside your family room slider. Enjoy entertaining on your large patio with views of the golf course and rolling landscape. Each bedroom has an en-suite bath, with walk in closets. Annual HOA fee for Martingham is $225.00. Spend afternoons sitting on the bench/gazebo gazing at the Miles River at the waterfront park for residents only, very close by. This stunning cottage won't last schedule your showing today!

24560 Deepwater Point Dr Unit 4, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact:

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